The non-linear laser-driven process of high harmonic generation (HHG) enables the creation of high quality pulses of extreme-UV and X-ray radiation, which have many potential uses at the frontiers of experimental science, ranging from lensless microscopy to ultrafast metrology and chiral science. Although many of the promising applications are enabled by generating harmonic modes with orbital angular momentum (OAM), independent control of the harmonic frequency and OAM level remains elusive. Here we show, through a novel theoretical approach, validated with 3D simulations, how unique 2-D harmonic progressions can be obtained, with both frequency and OAM level tuned independently, from tailored structured targets in both reflective and transmissive configurations. Through preferential selection of a subset of harmonic modes with a specific OAM value, a controlled frequency comb of circularly polarised harmonics can be produced. This new approach to describe HHG, which simplifies both the theoretical predictions and the analysis of the harmonic spectrum, is directly applicable across the full range of HHG mechanisms and can be readily applied to investigations of OAM harmonics in other processes, such as OAM cascades in Raman amplification, or the analysis of harmonic progressions in nonlinear optics.