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Tuberculosis (TB) remains a leading cause of death worldwide, resulting in 1.5 million deaths annually and yet no rapid, sensitive, and specific diagnostic test exists. Recently two novel terpene nucleosides were isolated from Mycobacterium tuberculosis (MTb) which were identified as 1-tuberculosinyl adenosine (1-TbAd) and N6-tuberculosinyl adenosines (N6-TbAd). In this presentation the first asymmetric total synthesis of the TbAd molecules will be discussed together with the development of specific diagnostic tests for MTb.