Synthesis of chromophore (E)-2-(2-(2-(5-(2,5-bis(2-ethylhexyl)-3,6-dioxo-4-(thiophen-2-yl)-2,3,5,6 tetrahydropyrrolo [3,4-c] pyrrol-1-yl) thiophen-2-yl) vinyl)-4H-chromen-4 ylidene) malononitrile (DPP-CM-CN) has been designed and achieved in multistep reaction strategy. The experimental, photophysical and electrochemical properties along with theoretical calculations were explored. DPP-CM-CN dye was – chemically anchored on CdS nanowires (NWs) to investigate its influence on the dye-sensitized solar cell (DSSC) applications. Under the illumination of standard sunlight conditions, the photovoltaic performance of DPP-CM-CN based CdS nanowire device displayed a power conversion efficiency (PCE) of 0.38 %, which is 3.30 times higher as compared to a bare CdS nanowire (0.115 %) based DSSC device; ascribed to the dye loading time on CdS nanostructures. The present results suggest the potential ability of DPP-CM-CN to enhance DSSC device efficiency and reveal the importance of dye molecules in device fabrication, a key step towards the development of DSSC technology.