In terms of synthetic potential, (+)-larixol 1 outperform other labdanic diterpenoids due to the hydroxyl group at the C6 position. Over the years, various chemical transformations have been performed on the basis of this compound, selectively or on both hydroxyl groups, or by modifying of the side chain [1-4]. Unlike the syntheses mentioned above, only a few are known with the preservation of the side chain or its rearrangement and functionalization in cycle B [5,6]. Herein, the syntheses of (+)-larixol 1 derivatives with an advanced degree of functionalization of the B cycle and preservation of the side chain will be described, by combining classical and nonconventional methods, such as sensitized photooxidation. Starting from (+)-larixol 1, in three steps the intermediate ketoacetate 2 was obtained in 86% overall yield. Next, compound 2 was subjected to the enolacetylation reaction, which led to undescribed before enolacetates 3 and 4 in depicted yields (see Scheme). Compounds 3 and 4, due to their conjugated diene systems, were subjected to photochemical transformations. As result, ,-dienone 5 was obtained as product of photooxidative dehydrogenation and endoperoxyde 6 as product of [4+2] cycloaddition of singlet oxygen. The structures of all synthesized compounds were fully proved by spectral methods of analysis (IR, 1H and 13C NMR) and for compound 6, additionally confirmed by XRD analysis.