A series of novel (4-chlorophenyl)(6,7-diamino-1-phenylindolizin-3-yl)methanone derivatives (4a-e) were successfully synthesized by deploying various acetylenes in reaction with pyridinium salts (3a-e). The reaction underwent 1,3-dipolar cycloaddition reaction, to yield diversity of this series of compounds. Synthesized compounds were confirmed by FTIR, 1H NMR and 13C NMR. The anti-cancer activity was carried against human cervical cancer cell and Adriamycin was used as positive control, in which compound 4a and 4c have shown significant potential. The newly synthesised motifs upheld the biological potential for further exploration.