Chiral juvenoids 1 - 4d were prepared by a chemoenzymatic process consisting in employing microorganism-mediated biotransformations and/or enzyme-mediated transformation of convenient substrates, followed by a chemical transformation of the chiral intermediates into the chiral compounds targeted. Biological activity of the juvenoid stereoisomers 1d - 4d on the yellow mealworm (Tenebrio molitor) pupae