Personaly I would not recommend the iPod you are spending double the price
for a product that you can get cheap. Plus you get stuck when you want to
buy music, you can only buy from apple, While the people whom have a
creative or iriver product(40G (player for $199) can buy songs from other
companies, (Napster, msnmusic, yahoo, musicmatch, walmart, etc). If you
want choice you don't go with Apple.
Besides that you can try this as recommended by Byte:
http://www.apple.com/support/itunes/windows/