ITunes library and what's on my iPod don't match

Hello.
I've had my 20g iPod for over three years and haven't had a problem until now.
I plug the iPod into the port as usual and it shows up in iTunes as usual, but then nothing happens. It doesn't update any new songs I've added. It says it's updated.
It has the newest iTunes software.
What do I do? Help!
Windows   Windows XP Pro  

I have 2 ipods, one is a 4gb the other is a 30gb. I stopped using my 4gb in order to start up the 30gb. All my itunes songs that I first purchased went over fine. Now, my computer nor itunes will accept the 30gb ipod. I wouldn't transfere the music nor the movies. Please help I'm leaving on vacation next week and that's why I bought the 30gb. Thanks!!!!!

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