How do I add a playlist from my iTunes library to my son's new iPod

1. Connect your device to your computer.
2. Open iTunes. Make sure that you have the latest version.
3. Locate and click on your device.
4. In the left sidebar, click Summary.
5. Scroll down to the Options section.
6. Click the box next to "Manually manage music and videos."
7. Click apply.
8. Then just drag and drop playlist onto the ipod.

Move content from iTunes on your computer to your iPhone, iPad, or iPod touch - Apple Support

other options>http://www.technipages.com/itunes-how-to-copy-playlists-to-iphone-ipad-or-ipod

Glad it worked out for you.