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Feb 2, 2016 4:02 PM in response to ilimay23by Kenichi Watanabe,If this is a new 7th gen nano, its tech specs page
iPod nano (7th generation) - Technical Specifications
says for System Requirements, "OS X v10.7.5 or later, and iTunes 12.2 or later." If your version of Mac OS X is Snow Leopard (10.6.8), the latest version of iTunes supported is not 12.2 or later.