What part of the process is getting the error? What exactly is the error? Sorry but "can't attach files" can mean almost anything from a button not appearing, to the upload failing, to a drag/drop not doing anything, to an invalid id message...
Since attachments were a big part of the 3.0.8 update, they were tested working on vBulletin 4.1.0 PL 2 and vBulletin 3.8.6 PL 1. It's possible that the same fixes didn't do anything for 3.8.6 < vB < 4.1, but I need a little more information to work from.