Two alkaloids of pseudopteroxazole and ileabethoxazole, isolated from sea whip Pseudopterogorgia elisabethae, have significant antimicrobial activity against pathogen of tuberculosis: Mycobacterium tuberculosis. These two alkaloids possess similar tetracyclic skeleton, which containing four stereocenters, a fully substituted aromatic ring and an uncommon benzoxazole unit in natural products. Significant antimicrobial activity and special molecular structures attracted extensive attentions to synthetic study on pseudopteroxazole and ileabethoxazole. The progress in the total synthesis of these two alkaloids is reviewed.