This manuscript highlights the achievements of Matthew with significant help by Jib and Yanan and describes our successful characterization of the biosynthesis of malayamycin A, a unique C6-sugar nucleoside antifungal. The study revealed that the biosynthesis proceeds through cryptic phosphorylation analogous to that in nikkomycin and polyoxin. The study also revealed a divergent biosynthesis of high-carbon sugar nucleoside natural products, their evolutional relationships, and the potential for future genome mining discovery.