From the perspective of TE, an invisibility cloak is devised by a singular coordinate transformation of Maxwell’s equations that leads to anisotropic materials coating the cloaked region to render any object inside invisible to observers outside. An important issue resides in the imposition of appropriate conditions at the outer boundary of the cloaked region, i.e., cloaking boundary conditions (CBCs), in order to achieve perfect invisibility. Following the spirit of Yang and Wang (2015), we propose new CBCs for polygonal invisibility cloaks from the essential “pole” conditions related to singular transformations. This allows for the decoupling of the governing equations of inside and outside the cloaked regions. With this efficient spectral-element solver at our disposal, we can study the interesting phenomena when some defects and lossy or dispersive media are placed in the cloaking layer of an ideal polygonal cloak.