Chemoselective cyclizations of 1,3‐dicarbonyl compounds with hydroxyketones for the selective formation of two 2,3,5‐trisubstituted furans have been reported. While TsOH‐mediated cyclization in DCM afforded 2‐acylfurans, the additional copper catalyst in acetone turned over the selectivity for the generation of 3‐acylfurans. The featured advantages of both reactions include simple conditions, high yielding, broad substrate scope, gram scalability, and H2O as the sole byproduct. [ABSTRACT FROM AUTHOR]