Herein, we disclose an unprecedented gold-catalyzed 1,2-carboxyarylation of alkenes through ligand-enabled Au(I)/Au(III) catalysis. Unlike other approaches for the arylative functionalization of C-C multiple bonds, attempts to utilize weak nucleophiles such as carboxylate anions were unsuccessful. The key to achieving this transformation is the use of a 1,3-diketone-appended alkene, which undergoes gold-catalyzed oxyarylation followed by retro-aldol reaction to afford the product. Detailed mechanistic investigations were conducted to support the proposed mechanism.