How do I ''transfer sync'' from my iPod to my iTunes? (I have the option, but it is in light color; I can't select it). My iPod is a shuffle, and my computer an iMac os x, version 10.9.5

How do I ''transfer sync'' from my iPod Shuffle to my iTunes? (I have the option, but it is in light color; I can't select it.) My Mac is OS X Mavericks, version 10.9.5

Recovering your iTunes library from your iPod or iOS device: Apple Support Communities
Also you said " I want to add them to my iCloud, and also back to my computer.   " Note that unless  subscribe to iTunes match, only iTunes purchases are stored in iCloud.
Also,
You can redownload most iTunes purchases by:
  Downloading past purchases from the App Store, iBookstore, and iTunes Store

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