VPN-Tor_VPN Is it correct?

Question

VPN

Interested in this question.
There is a machine on Debian, it has a virtual machine with Tails / Win / Mint.
The main machine is connected via a Wifi network, then to a personal VPN.
After that, a virtual machine is started, for example, Win with Tor.
It starts a VPN connection to the network.
Question.
1. When connecting VPN-Tor i.e. until the second VPN connection is launched, by default does the virtual machine take a connection from the first VPN or can it connect to Wifi?
The point is that the settings are standard. On the first machine, a regular openVPN with forwarding to the server. After that, the VirtualBox virtual machine starts with the NAT connection configured. Logically, it takes the connection from the first VPN, or am I mistaken and the traffic comes from the primary WiFi point without being encrypted through the VPN?
2. If the answer in the first question is "traffic comes from the main WiFi without connection to the first VPN", then tell me the correct settings for such a bundle, taking into account the use of one physical and one virtual machine.
3. On a virtual machine, to forward the connection to the second VPN, you can use Proxifier or Privoxy to start all traffic in Tor. Is this enough or do I need other settings?
4. What software can be used to view the connection itself from the primary point to the output point in the entire chain?
The whole scheme looks like Wifi point - Physical machine - VPN - Nat - Virtual machine - Tor (Proxification) - VPN.
The questions described above are in points (Nat and Proxification).
Interested in the experience of local in such bundles. What do you think is rational and optimal.
Thanks to.

Answer 1

Perhaps you should go from the other end and describe the problem that needs to be solved. Already from the task to dance towards the solution schemes.