An aryne 1,2,3-trisubstitution with aryl allyl sulfoxides is accomplished, featuring, an incorporation of C-S, C-O, and C-C bonds on the Consecutive positions of a benzene ring. The reaction condition is mild with broad substrate scope. Preliminary mechanistic study suggests a cascade formal [2 + 2] reaction of aryne with S=O bond, an allyl S -> O migration, and a Claisen rearrangement.