MacBook Pro with Retina display not transferring new songs.

I have the 15" MacBook Pro with Retina display. When I plug my iPod classic (4th gen) into my MacBook, my iTunes does not display that it has been connected as it does with my iPhone. However, screen on my iPod shows that it is connected. Also, my newly purchased songs are not getting transferred from my iTunes to my iPod.

What have you tried so far in terms of troubleshooting this issue? Are you plugging the iPod into a high powered USB 2.0 port on the back of your Mac?  Have you tried another USB cable just in case?
What happens if you try to reset the device with it still connected to the Mac?
How to reset iPod
Have you carefully worked through each and every single suggestion in this Apple support document?
iPod not recognized in iTunes and Mac desktop
B-rock

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