Music from Amazon- is in ITunes Library but won't sync/download to IPod

I purchased music from Amazon. It downloaded to ITunes Library but won't sync/download to IPod (Nano 4th gen.) Plays with no problem on my Mac Pro but can't get it downloaded to my IPod. How can I resolve?

If you right click on the song it will give you an option such as Create AAC version or Create mp3 version.
To control what option appears  Preferences, general.
At the bottom right is a button called import settings. This will start another dailog box where you can choose which encoder to use
Select Mp3 version.
Go back to your song and create an mp3 version and see if that synces

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