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I just upgraded my mac to high sierra from snow leopard recently so I am encountering the same problem from a few years ago. I uninstalled MacTex 2014 and installed the new MacTex 2019 and the problem persists, so the message is:

/usr/local/texlive/2015/bin/x86_64-darwin/pdflatex does not exist. TeXShop is a front end for TeX, but you also need a TeX distribution. Perhaps such a distribution was not installed or was removed during a system upgrade. If so, go to http://tug.org/mactex and follow the instructions to install MacTeX or BasicTeX.

Some posts referred to https://tug.org/mactex/UpdatingForElCapitan.pdf but this doc no longer exists. It's possible that I didn't uninstall the 2014 version completely . I uninstalled following https://tug.org/mactex/uninstalling.html but I don't think I completed the steps for TeX Distribution Data Structure and Ghostscript.

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  • Look in your TeXShop preferences, under Engines. The path settings should be /Library/TeX/texbin and /usr/local/bin (for Distiller). Restart TeXShop to have them take effect.
    – Alan Munn
    Sep 2, 2019 at 16:36
  • @AlanMunn worked thanks Sep 3, 2019 at 0:05

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The correct path for a TeXShop needs to be set in the TeXShop Preferences -> Engine panel. The two paths should be set to /Library/TeX/texbin and /usr/local/bin (for Distiller).

TeXShop engine preferences

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