Total synthesis of the highly functionalized cyclic peptide natural product, ustiloxin D, has been achieved in a convergent manner. Our strategy incorporates an asymmetric allylic alkylation to construct the tertiary-alkyl-aryl ether linkage between the dopa and isoleucine residues. The elaborated beta-hydroxydopa derivative is rapidly converted to a linear tripeptide through an ammonia-Ugi reaction. Subsequent cyclisation and global deprotection affords ustiloxin D in six steps from a known beta-hydroxydopa derivative.