The discovery of somatostatin antagonists at one or more receptor subtypes remains an important goal. We therefore undertook the synthesis of the homodetic tricyclic peptide (1) hoping to cause conformational distortion and thereby achieve this biological goal. The synthetic strategy called for five dimensional orthogonal amino protection. The carboxyl and amino protecting groups were selected to assure the desired selective ring closures. The amino protecting groups were also chosen to permit differentiation between the two lysine -amino groups. An improved general cyclization procedure was achieved, which provided the complex c-octapeptide 13 in 93% yield. Biological assay results for 1 are also presented.