A conjugated macrocyclic molecule incorporating two m-diethynylene-phenylene-bridged quinoline moieties was synthesized via isocyanide-acetylene cyclization and Pd/Cu-catalyzed Sonogashira cross-coupling reactions. X-ray crystal analysis and DFT calculation revealed that the new macrocyclic molecule has a rigid parallelogram structure. The photophysical and electrochemical properties were studied by several spectral analyses, and were rationalized by DFT calculations.