Yes, SkypePOP has a Call Simulator function that allows you to simulate incoming calls from either phone number or sip/email address.
To enable the feature for testing, follow the steps below:
Right Click on SkypePOP icon while holding down CTRL key and select Plugins
From the SkypePOP Plugins window, expand the Other section and enable Call Simulator and Form Pop
Click OK to save the plugin settings
Completely Close and Open SkypePOP (exit and restart).
With SkypePOP restarted and connected, you go in to the Preferences section.
You should see an additional tab in the Preferences area now called Call Simulator.
Click on this tab and press the Show Call Simulator now… button
This launches the Simulator window, in here you can put in phone numbers and/or sip/email addresses and initiate an Incoming Call.
Numbers and/or email addresses you put in to the Remote User section of the simulator form will be passed through the SkypePOP matching logic like an incoming Skype for Business call would trigger.