diff --git a/test/known_issues/test-fs-cp-sync-dereference.js b/test/known_issues/test-fs-cp-sync-dereference.js
new file mode 100644
index 00000000000..fbb07a8f781
--- /dev/null
+++ b/test/known_issues/test-fs-cp-sync-dereference.js
@@ -0,0 +1,39 @@
+'use strict';
+
+// Refs: https://github.com/nodejs/node/issues/58939
+//
+// The cpSync function is not correctly handling the `dereference` option.
+// In this test, both the cp and cpSync functions are attempting to copy
+// a file over a symlinked directory. In the cp case it works fine. In the
+// cpSync case it fails with an error.
+
+const common = require('../common');
+
+const {
+  cp,
+  cpSync,
+  mkdirSync,
+  symlinkSync,
+  writeFileSync,
+} = require('fs');
+
+const {
+  join,
+} = require('path');
+
+const tmpdir = require('../common/tmpdir');
+tmpdir.refresh();
+
+const pathA = join(tmpdir.path, 'a');
+const pathB = join(tmpdir.path, 'b');
+const pathC = join(tmpdir.path, 'c');
+const pathD = join(tmpdir.path, 'd');
+
+writeFileSync(pathA, 'file a');
+mkdirSync(pathB);
+symlinkSync(pathB, pathC, 'dir');
+symlinkSync(pathB, pathD, 'dir');
+
+cp(pathA, pathD, { dereference: false }, common.mustSucceed());
+
+cpSync(pathA, pathC, { dereference: false });