Polycyclic indoles represent large number of highly complex natural. Modern asymmetric synthesis tends to afford analogues and derivative of core-scaffolds of natural products that can be used in medicinal research. It is proposed to develop a concise and efficient asymmetric access to tetra and pentacyclic indole scaffolds existing in natural products. The asymmetric synthesis would explore cascade reaction strategies to quickly build the core and ensures that each of these cores is well equipped with functional group handles for further modification to build a compound collection. This will be exposed to cell-based assays to identify potential and interesting agents.