Bone is one of the most complex tissues due to the numerous embryonic origins it is derived from to its ossification processes. The transcriptional network that regulates bone development has been extensively studied. However, the insight pertaining to microRNAs and osteogenesis is either limited or seen at later stages of development. MicroRNAs are small non-coding RNAs that are involved in RNA silencing and post-transcriptional regulation of gene expression. These negative epigenetic modulators bind to the 3’Untranslated Region of their target mRNAs to initiate mRNA degradation or translational inhibition. They have been linked to numerous biological processes ranging from maintenance of pluripotency in embryonic stem cells, to differentiation, and later stages of osteogenesis. We have identified a novel microRNA, miR361, that impacts early osteoprogenitors and promotes osteogenesis. MiR361 accomplishes this role by directly targeting negative modulators of non-canonical Wnt, Planar Cell Polarity (PCP) pathway, Prickle 1, and Prickle 2. PCP signaling, known for establishing polarity and directing cell locomotion, is a crucial aspect of proper bone development, as mutations have led to severe skeletal deformities and disorders such as Robinow Syndrome. Studies on both Prickles are typically centered around their responsibilities in neurogenesis. Recently, research has shown that Prickle 1 plays a necessary role in bone development and is a novel marker for Robinow Syndrome. Furthermore, Prickle 1 has been shown to act as a nuclear translocator for Re1-silencing transcription factor (Rest). Recently, Rest has been linked to osteoblast differentiation. Prickle 2’s osteogenic function has not been established. Therefore, the objective of this dissertation is to (i) determine the role of miR361 during early osteogenesis, (ii) delineate the individual functions of Prickle 1 and Prickle 2 in bone development. This will provide the first evidence for Prickle 2. (iii) Uncover the molecular mechanisms Rest plays in osteogenesis. Together these findings establish a novel miR361-Prickle-Rest osteogenic triad that could be used for further diagnostic and screening for bone development and disorders.