Why doesn't my itunes show "on this iphone" all the way to the right when i select the device

When I usually connect my device and select it there's a line next to the name of my iPhone that says summery-info-apps-music-movies-tv shows-podcast-photos- and "on this iPhone" but now "on this IPhone" isn't their anymore.

when I try and put songs on it it will sit their for hours saying updating files on zachs iphone preparing to update and it never changes and never updates

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