Herein, we report a copper-catalyzed protocol to access unsymmetrical triarylmethanes containing both indolizine and the chromone scaffolds in the same molecule via a 5-endo-dig cyclization of 2-(2-enynyl)-pyridines followed by reaction with 2-hydroxyaryl enaminones. A variety of 2-hydroxyaryl enaminones and 2-(2-enynyl)-pyridines were subjected to reaction under the optimal reaction conditions, and the respective triarylmethanes were obtained in good to excellent yields.