Library will transfer songs to IPOD

I have the IPOD Nano and I use the ITUNES on my Windows XP operating system. When I purchased a song from the music store it gets saved in my library. But, when I go to automatically update my IPOD Nano, the newly purchased songs won't transfer to my IPOD. I get an error message that states the songs are not authorized to be played on this computer. I only use one computer and one IPOD and purchased the songs on the same computer.
I apprecaite any help I can get on this.
Thanks, Mike

FIrst see if you can play the songs in iTUnes, authorize them to play. if you constantly get asked to authorize when your playing them in iTUnes try deleting the hidden "SC folder" as describe at this link (Yes these are stoep for when iTUnes doesn't open, but the steps for fixing authorization issues are about the same) http://docs.info.apple.com/article.html?artnum=302386

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