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diff --git a/src/third_party/wiredtiger/test/suite/test_prepare11.py b/src/third_party/wiredtiger/test/suite/test_prepare11.py
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+++ b/src/third_party/wiredtiger/test/suite/test_prepare11.py
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+#!/usr/bin/env python
+#
+# Public Domain 2014-2020 MongoDB, Inc.
+# Public Domain 2008-2014 WiredTiger, Inc.
+#
+# This is free and unencumbered software released into the public domain.
+#
+# Anyone is free to copy, modify, publish, use, compile, sell, or
+# distribute this software, either in source code form or as a compiled
+# binary, for any purpose, commercial or non-commercial, and by any
+# means.
+#
+# In jurisdictions that recognize copyright laws, the author or authors
+# of this software dedicate any and all copyright interest in the
+# software to the public domain. We make this dedication for the benefit
+# of the public at large and to the detriment of our heirs and
+# successors. We intend this dedication to be an overt act of
+# relinquishment in perpetuity of all present and future rights to this
+# software under copyright law.
+#
+# THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND,
+# EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF
+# MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT.
+# IN NO EVENT SHALL THE AUTHORS BE LIABLE FOR ANY CLAIM, DAMAGES OR
+# OTHER LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE,
+# ARISING FROM, OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR
+# OTHER DEALINGS IN THE SOFTWARE.
+
+import wiredtiger, wttest
+def timestamp_str(t):
+    return '%x' % t
+
+# test_prepare11.py
+# Test prepare rollback with a reserved update between updates.
+class test_prepare11(wttest.WiredTigerTestCase):
+    conn_config = 'cache_size=2MB,statistics=(all)'
+    session_config = 'isolation=snapshot'
+
+    def test_prepare_update_rollback(self):
+        uri = "table:test_prepare11"
+        self.session.create(uri, 'key_format=S,value_format=S')
+        self.session.begin_transaction("isolation=snapshot")
+
+        # In the scenario where we have a reserved update in between two updates, the key repeated
+        # flag won't get set and we'll call resolve prepared op on both prepared updates.
+        c = self.session.open_cursor(uri, None)
+        c['key1'] = 'xxxx'
+        c.set_key('key1')
+        c.reserve()
+        c['key1'] = 'yyyy'
+        self.session.prepare_transaction('prepare_timestamp=10')
+        self.session.rollback_transaction()