When I launch, I am being prompted to locate the ChemDraw Items folder.
This problem might occur if you move the application from its default location. For example, you might want to launch the software from the Desktop. Instead of moving the application, you need to make a shortcut (Windows) or an alias (Macintosh). On Windows, right click on the application and choose "Send To Desktop (create shortcut). On the Mac, control click on the application icon and choose Create Alias, then move the alias to your Desktop.
It should also be noted that you can also browse to the ChemDraw Items folder when prompted. Since the ChemDraw Items folder location varies from platform to platform and version to version, use the Windows or Mac search tool to find this folder first, so you can give it the correct path when prompted.