Present investigation describes the first total synthesis of a proline-rich cyclic peptide segetalin E (8) by solution phase technique. The chemical structure of the compound was elucidated by FT-IR, 1H-NMR, 13C-NMR, FAB-MS spectral data and elemental analyses. The newly synthesized peptide was subjected to pharmacological screening and found to exhibit high cytotoxicity against Dalton's lymphoma ascites (DLA) and Ehrlich's ascites carcinoma (EAC) cell lines with IC50 values of 3.71 and 9.11 microM, in addition to good anthelmintic activity against earthworms M. konkanensis and P. corethruses at a dose of 2 mg/mL.