Thiopeptides are highly modified, sulfur-rich, heterocyclic peptides of ribosomal origin and are biologically active against a variety of Gram-positive bacteria. However, these natural products have not enjoyed wide use in the struggle against pathogens due to their low abundance and poor aqueous solubility. A new member of this family, lactocillin, has been recently isolated from the vaginal microbiota. The compound shows activity against a wide range of Gram-positive pathogens, including several Staphylococcus strains. Initial characterization efforts for lactocillin were hampered by the limited quantity of material that was harvested. Consequently, our group has endeavored to synthesize and study this novel thiopeptide. The efforts towards the synthesis of lactocillin are presented through this poster. Highlights of our convergent synthetic strategy include 1) the preparation of a tri-thiazolyl substituted pyridine core, 2) applications of both Hantzsch thiazole synthesis and dehydrative cyclization/oxidation, and 3) scalable synthesis of the southern oligopeptide fragment. Given the highly modular and scalable nature of our approach, this synthesis can be extended to similar molecules of the thiopeptide family.