What I can see from the screen shot is that the parent element is Microsoft Popup control. It has a child which is ContextMenu.
Our Framework uses both of these controls, so there should not be a problem to locate them. In the screen shot I am not able to see the attributes of the control. However the code should be a regular one for locating elements:
FrameworkElement e = ActiveBrowser.SilverlightApps().Find.ByExpression(
Popup pop = e.As<Popup>();
In order to assist you best and give you a coded solution we will need direct access to the application.
Thank you for your understanding.
All the best,
the Telerik team