diff --git a/packages/cli/src/plugins/resource/plugin-standard-html.js b/packages/cli/src/plugins/resource/plugin-standard-html.js
index f492c0faf..3e090a91a 100644
--- a/packages/cli/src/plugins/resource/plugin-standard-html.js
+++ b/packages/cli/src/plugins/resource/plugin-standard-html.js
@@ -159,13 +159,28 @@ class StandardHtmlResource extends ResourceInterface {
     });
   }
 
+  // https://github.com/ProjectEvergreen/greenwood/issues/1375
+  async shouldIntercept(url) {
+    const { pathname } = url;
+    const matchingRoute = this.compilation.graph.find((node) => node.route === pathname) || {};
+
+    return matchingRoute?.pageHref?.endsWith(this.extensions[1]) && this.compilation.config.prerender && process.env.__GWD_COMMAND__ === 'build'; // eslint-disable-line no-underscore-dangle
+  }
+
+  async intercept(url, request, response) {
+    const body = await response.text();
+
+    return new Response(body.replace(/</g, 'greenwood-custom-left-bracket'));
+  }
+
   async shouldOptimize(url, response) {
     return response.headers.get('Content-Type')?.indexOf(this.contentType) >= 0;
   }
 
   async optimize(url, response) {
-    const { optimization, basePath } = this.compilation.config;
+    const { optimization, basePath, prerender } = this.compilation.config;
     const { pathname } = url;
+    const matchingRoute = this.compilation.graph.find((node) => node.route === pathname) || {};
     const pageResources = this.compilation.graph.find(page => page.route === pathname).resources;
     let body = await response.text();
 
@@ -245,6 +260,10 @@ class StandardHtmlResource extends ResourceInterface {
       }
     }
 
+    if (matchingRoute?.pageHref?.endsWith(this.extensions[1]) && prerender) {
+      body = body.replace(/greenwood-custom-left-bracket/g, '<');
+    }
+
     return new Response(body);
   }
 }
diff --git a/packages/cli/test/cases/build.config.prerender-markdown/build.config.prerender-markdown.spec.js b/packages/cli/test/cases/build.config.prerender-markdown/build.config.prerender-markdown.spec.js
new file mode 100644
index 000000000..08171dcd5
--- /dev/null
+++ b/packages/cli/test/cases/build.config.prerender-markdown/build.config.prerender-markdown.spec.js
@@ -0,0 +1,73 @@
+/*
+ * Use Case
+ * Run Greenwood with custom markdown content and prerendering enabled with WCC.
+ *
+ * User Result
+ * Should generate a bare bones Greenwood build and in particular make sure HTML entities are preserved.
+ *
+ * User Command
+ * greenwood build
+ *
+ * User Config
+ * {
+ *   prerender: true
+ * }
+ *
+ * User Workspace
+ * src/
+ *   components/
+ *     ctc-block.js
+ *   pages/
+ *     index.md
+ */
+import fs from 'fs/promises';
+import path from 'path';
+import chai from 'chai';
+import { runSmokeTest } from '../../../../../test/smoke-test.js';
+import { getOutputTeardownFiles } from '../../../../../test/utils.js';
+import { Runner } from 'gallinago';
+import { fileURLToPath, URL } from 'url';
+
+const expect = chai.expect;
+
+// https://github.com/ProjectEvergreen/greenwood/issues/1375
+describe('Build Greenwood With: ', function() {
+  const LABEL = 'Markdown with prerendering and HTML entities';
+  const cliPath = path.join(process.cwd(), 'packages/cli/src/index.js');
+  const outputPath = fileURLToPath(new URL('.', import.meta.url));
+  let runner;
+
+  before(function() {
+    this.context = {
+      publicDir: path.join(outputPath, 'public')
+    };
+    runner = new Runner();
+  });
+
+  describe(LABEL, function() {
+    before(function() {
+      runner.setup(outputPath);
+      runner.runCommand(cliPath, 'build');
+    });
+
+    runSmokeTest(['public', 'index'], LABEL);
+
+    describe('Markdown Rendering', function() {
+      let html;
+
+      before(async function() {
+        html = await fs.readFile(path.resolve(this.context.publicDir, 'index.html'), 'utf-8');
+      });
+
+      it('should correctly render out code fences with HTML entities preserved', function() {
+        expect(html).to.contain('<x-card>');
+      });
+    });
+
+  });
+
+  after(function() {
+    runner.teardown(getOutputTeardownFiles(outputPath));
+  });
+
+});
\ No newline at end of file
diff --git a/packages/cli/test/cases/build.config.prerender-markdown/greenwood.config.js b/packages/cli/test/cases/build.config.prerender-markdown/greenwood.config.js
new file mode 100644
index 000000000..8dc4be464
--- /dev/null
+++ b/packages/cli/test/cases/build.config.prerender-markdown/greenwood.config.js
@@ -0,0 +1,3 @@
+export default {
+  prerender: true
+};
\ No newline at end of file
diff --git a/packages/cli/test/cases/build.config.prerender-markdown/src/components/x-ctc.js b/packages/cli/test/cases/build.config.prerender-markdown/src/components/x-ctc.js
new file mode 100644
index 000000000..b86b693ed
--- /dev/null
+++ b/packages/cli/test/cases/build.config.prerender-markdown/src/components/x-ctc.js
@@ -0,0 +1,5 @@
+export default class CopyToClipboardBlock extends HTMLElement {
+
+}
+
+customElements.define('x-ctc', CopyToClipboardBlock);
\ No newline at end of file
diff --git a/packages/cli/test/cases/build.config.prerender-markdown/src/pages/index.md b/packages/cli/test/cases/build.config.prerender-markdown/src/pages/index.md
new file mode 100644
index 000000000..3eef5117f
--- /dev/null
+++ b/packages/cli/test/cases/build.config.prerender-markdown/src/pages/index.md
@@ -0,0 +1,35 @@
+---
+imports:
+  - /components/x-ctc.js
+---
+
+## Server Rendering
+
+You will need to use version <= 20.6.0.
+
+<x-ctc>
+
+  ```js
+  import "../components/card/card.js"; // <x-card></x-card>
+
+  export default class UsersPage extends HTMLElement {
+    async connectedCallback() {
+      const users = await fetch("https://www.example.com/api/users").then((resp) => resp.json());
+      const html = users
+        .map((user) => {
+          const { name, imageUrl } = user;
+          return `
+            <x-card>
+              <h2 slot="title">${name}</h2>
+              <img slot="image" src="${imageUrl}" alt="${name}"/>
+            </x-card>
+          `;
+        })
+        .join("");
+
+      this.innerHTML = html;
+    }
+  }
+  ```
+
+</x-ctc>
\ No newline at end of file
diff --git a/packages/cli/test/cases/build.default.markdown/build.default.markdown.spec.js b/packages/cli/test/cases/build.default.markdown/build.default.markdown.spec.js
index 5b774e0bd..b43258fd3 100644
--- a/packages/cli/test/cases/build.default.markdown/build.default.markdown.spec.js
+++ b/packages/cli/test/cases/build.default.markdown/build.default.markdown.spec.js
@@ -1,9 +1,9 @@
 /*
  * Use Case
- * Run Greenwood with custom markdown preset in greenwood config.
+ * Run Greenwood with markdown content.
  *
  * User Result
- * Should generate a bare bones Greenwood build.  (same as build.default.spec.js) with custom markdown and rehype links
+ * Should generate a bare bones Greenwood build with markdown correctly transformed.
  *
  * User Command
  * greenwood build
@@ -12,7 +12,9 @@
  * None
  *
  * User Workspace
- * Greenwood default
+ * src/
+ *   pages/
+ *     index.md
  */
 import { JSDOM } from 'jsdom';
 import path from 'path';