If you are using iTUnes, then I have no idea, sorry can't help you

What I can suggest tho is use a different programme. And there is one you can use with Windows Media Player 11.

Go here, download the file and follow the instructions on the website;

http://www.mgtek.com/dopisp/

Once you have it set up and working, all you need do is plug in your ipod, click on the icon of your ipod, and it should show all your music on it. Highlight it all, and copy it to your PC.....