Herein we report the first syn‐arylnickelative cyclisation with ketone‐ and imine‐tethered terminal alkynes (16 examples) in yields of up to 89%. The reaction proceeds via a syn‐aryl nickelation of a terminal alkyne followed by cyclisation of the resulting alkenylnickel species onto the ketone or imine. The enantioselective version of this transformation has also been explored with enantioselectivities of up to 83:17 er observed, showing that nickel complexes of Phim‐type PN ligands are superior to those derived from Phox‐type ligands.