Nano not playing downloadeds from itunes music

Help! I downloaded a song (for the first time) from ITunes music into my library. However, when i go to play the song on my Ipod it lists the song and the album cover but quickly goes back to the menu screen. I am unable to play the song on my ipod Nano. It clearly downloaded from Itunes because i am able to listen to it from my itunes just not on my ipod. How can i fix this problem?

See this.
http://discussions.apple.com/thread.jspa?threadID=121807&tstart=100

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