I think it's to do with the settings at the rip stage. I've done it in the past and had to try multiple combinations of settings before I got it right. I don't think that once it's ripped / converted you can resync, but I may be wrong.
You could always try playing the file on another player (ie Winamp) to see if it has the same outcome. It might just be WMP that's not decoding it correctly.
